HCID 178418361, compound → HCID 178486573, compound

HRID 1017749Notes

Reaction equation

HRID 1017749 reaction equation
[NH:1]1[CH:5]=[C:4]([CH:6]2[C:14]3[C:9](=[C:10]([CH3:18])[C:11]([CH3:17])=[C:12]([O:15][CH3:16])[CH:13]=3)[CH:8](O)[CH2:7]2)[N:3]=[CH:2]1.[H][H]>C(O)C.Cl.[Pd]>[CH3:16][O:15][C:12]1[CH:13]=[C:14]2[C:9]([CH2:8][CH2:7][CH:6]2[C:4]2[N:3]=[CH:2][NH:1][CH:5]=2)=[C:10]([CH3:18])[C:11]=1[CH3:17]

Participants

6

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178486576HCID 178486576, compound

Product 1

HCID 178486573HCID 178486573, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

3-(1H-Imidazol-4-yl)-5-methoxy-6,7-dimethylindan-1-ol (0.29 g) is dissolved in the mixture of ethanol (30 ml) and concentrated hydrochloric acid (0.2 ml). The solution is hydrogenated at 50-55° C. with 10% palladium on carbon as catalyst until no more hydrogen is consumed. The mixture is filtered and the filtrate is evaporated to dryness. The residue is crystallized from the mixture of ethyl acetate and ethanol. M.p. of the hydrochloride salt is 174-177° C.

Workup

  1. customis consumed
  2. filtrationThe mixture is filtered
  3. customthe filtrate is evaporated to dryness
  4. customThe residue is crystallized from the mixture of ethyl acetate and ethanol
  5. customis 174-177° C.

Sources & evidence

ORD record
ord-0c3feb80b17743559748952c902e3985
Source dataset
uspto-grants-2002_11
Patent number
US06479530B2

Reaction notes

Loading…